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T7254

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride

powder, ≥96% (TLC)

Synonym(s):

(3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride, (3S)-7-Amino-1-chloro-3-tosylamino-2-heptanone hydrochloride, TLCK, Tosyl-L-lysyl-chloromethane hydrochloride

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100 MG

$186.00

500 MG

$696.00

1 G

$1,050.00

$186.00

Estimated to ship onMarch 19, 2026Details

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About This Item

Empirical Formula (Hill Notation):
C14H21ClN2O3S · HCl
CAS Number:
4272-74-6
Molecular Weight:
369.31
NACRES:
NA.77
PubChem Substance ID:
24278752
UNSPSC Code:
12352202
EC Number:
224-266-4
MDL number:
MFCD00065395
Beilstein/REAXYS Number:
7106867
eCl@ss:
32160406

Key Documents

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Product Name

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride, ≥96% (TLC), powder

form

powder

InChI key

YFCUZWYIPBUQBD-ZOWNYOTGSA-N

InChI

1S/C14H21ClN2O3S.ClH/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16;/h5-8,13,17H,2-4,9-10,16H2,1H3;1H/t13-;/m0./s1

SMILES string

Cl[H].Cc1ccc(cc1)S(=O)(=O)N[C@@H](CCCCN)C(=O)CCl

biological source

synthetic (organic)

assay

≥96% (TLC)

potency

10-100 μM effective concentration

solubility

H2O: 50 mg/mL

storage temp.

−20°C

Quality Level

200

Gene Information

human ... NFKB1(4790), NFKB2(4791)

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1 of 4

This Item
90182T4376C9033
Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride ≥96% (TLC), powder

Sigma-Aldrich

T7254

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride ≥99.0% (AT)

Sigma-Aldrich

90182

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride

N-p-Tosyl-L-phenylalanine chloromethyl ketone ≥97% (TLC), powder

Sigma-Aldrich

T4376

N-p-Tosyl-L-phenylalanine chloromethyl ketone

β-Chloro-L-alanine hydrochloride Alanine aminotransferase inhibitor

Sigma-Aldrich

C9033

β-Chloro-L-alanine hydrochloride

biological source

synthetic (organic)

biological source

synthetic

biological source

synthetic

biological source

synthetic

assay

≥96% (TLC)

assay

≥99.0% (AT)

assay

≥97% (TLC)

assay

≥98% (TLC)

Gene Information

human ... NFKB1(4790), NFKB2(4791)

Gene Information

-

Gene Information

human ... NFKB1(4790), NKAP(79576), NKRF(55922), NOS2(4843), PTGS2(5743)

Gene Information

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

powder or crystals

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride has been used:
  • in chymotrypsin purification to prevent binding of trypsins to the affinity support by inhibiting them in the crude extract
  • as a protease inhibitor in tissue and cell homogenization[1]
  • as a trypsin inhibitor to determine the specific protease activity levels[2]

Biochem/physiol Actions

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride (TLCK) blocks the lipopolysaccharide (LPS)- or cytokine-induced activation of nuclear factor κB (NF-κB), which, in turn, blocks the induction of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis in cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Disclaimer

Stable at least two years when stored desiccated at −20°C.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1B

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6071
BCCM0320
BCCL1404
BCCK6452
BCCH0965

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Swaantje Peters et al.
Cytokine, 40(2), 144-150 (2007-10-26)
Vascular permeability is important at many sites, but particularly so in diabetic retinopathy where macular oedema is the major cause of blindness. Angiopoietin-2 (Ang-2) and vascular endothelial growth factor (VEGF) are important factors involved in neovascularization and vascular leakage, but
L Stefanis et al.
Journal of neurochemistry, 69(4), 1425-1437 (1997-11-05)
Rat pheochromocytoma (PC12) cells and sympathetic neurons undergo apoptotic cell death upon withdrawal of trophic support. We have shown previously that selective cysteine aspartase (caspase) inhibitors protect PC12 cells and sympathetic neurons from such death, and that the caspase Nedd-2
P Kwo et al.
The American journal of physiology, 268(4 Pt 1), G613-G621 (1995-04-01)
Glycodeoxycholate (GDC) induces apoptosis in hepatocytes by a mechanism associated with DNA cleavage by endonucleases. In many models of apoptosis, proteolysis is required prior to DNA cleavage. Our aims were to determine if enhanced proteolysis is a mechanism causing GDC-mediated
Purification and characterization of a serine protease with fibrinolytic activity from the dung beetles, Catharsius molossus
Ahn MY, et al.
Thrombosis Research, 112(5-6), 339-347 (2003)
Feces derived allergens of Tyrophagus putrescentiae reared on dried dog food and evidence of the strong nutritional interaction between the mite and Bacillus cereus producing protease bacillolysins and exo-chitinases
Erban T, et al.
Frontiers in Physiology, 7, 53-53 (2016)
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Thrombin is an endolytic serine protease that selectively cleaves the Arg–Gly bonds of fibrinogen to form fibrin and release fibrinopeptides A and B.

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